Oakland, California

Looking for the best running in Oakland? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Oakland. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Running Spots in and near Oakland

  • Vallejo, California

    Camp at Mare Island Shoreline Heritage Preserve

    4.0
    1 mi / 20 ft gain
    This old Naval Base is now home to, well, almost nothing. As a weekend volunteer trip, myself and about 50 others got a little dirty creating 3 new campsites for you and your friends!During the day, the island has hikers exploring everywhere, but the preserve closes upon sunset and it's just you ...
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  • Marin County, California

    Mountain Home Inn to Mount Tam East Peak

    5.0
    3.93 mi / 1532 ft gain
    Mountain Home Inn to Mount Tam East Peak is an out-and-back trail that provides a good opportunity to view wildlife located near Mill Valley, California.
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  • Marin County, California

    Mount Tamalpais via Matt Davis and Railroad Grade Trails

    5.0
    7.59 mi / 1939 ft gain
    Mount Tamalpais via Matt Davis and Railroad Grade Trails is an out-and-back trail that provides a good opportunity to view wildlife located near Mill Valley, California.
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  • Redwood City, California

    Crystal Springs Trail Loop

    4.0
    5.4 mi / 1227 ft gain
    This is a great hike for any season of the year, with rushing streams during the winter, wildflowers in the spring, and cool, shaded canyons during the summer. Starting from near the Zwierlein Picnic area, take the Crystal Springs to the left into the redwood forest. Stay straight at the next tr...
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  • Redwood City, California

    Whittemore Gulch and Harkins Ridge Loop Trail

    4.6
    6.43 mi / 1772 ft gain
    There are two places to park for this specific loop- the main parking area on Highway 35 (Skyline Boulevard) and a smaller parking lot on the western end of the park. I would recommend parking at whichever is closest. Find directions to both on Openspace.org. From the main parking lot, the trail...
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  • Redwood City, California

    Whittemore Gulch and Purisima Creek Loop Trail

    9.27 mi / 2165 ft gain
    The Whittemore Gulch and Purisima Creek Loop Trail, nestled in the scenic Purisima Creek Redwoods Open Space Preserve near Redwood City, California, is a popular choice for hikers looking for a moderately challenging yet rewarding experience. This 9-mile loop trail winds through lush redwood fo...
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  • Ross, California

    Phoenix Lake Loop

    4.5
    2.85 mi / 518 ft gain
    Enjoy the peacefulness of making it out to the lake for a quick hike without worrying too much about challenging climbs or difficult terrain. Take the wide fire road from the car uphill and then jump on the Phoenix Lake Trail. From here, you’ll combine this trail with the Gertrude Orr and Bill Wi...
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  • Livermore, California

    Condor, Volvan, Stone Corral, Coyote Loop

    4.5
    4.38 mi / 620 ft gain
    This regional preserve is perfect for day hikes. There are also designated campsites and even a backpack campsite. Horses and dogs are welcome in the preserve. There are many different clearly marked trails that one can choose from. A good 4.5 mile loop is to start at the Park Residence entrance...
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  • Moss Beach, California

    Pillar Point Bluff Loop

    4.7
    1.84 mi / 154 ft gain
    Sitting on a 140 acre bluff top, the Pillar Point Bluffs are a simple, easy hike with breathtaking views throughout. The bluffs are 22 miles from San Francisco – a 30 minute drive depending on the traffic. There is a small 10 car or so parking lot off of Airport Blvd, but there are two additional...
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  • Moss Beach, California

    Cypress Tree Tunnels at Moss Beach

    4.5
    0.79 mi / 105 ft gain
    The Cypress Tree Tunnels are a quick jaunt from San Francisco (22 miles) and make for a great half-day trip. Getting here depends on traffic, but 30 minutes from the center of the city is doable. Parking is relatively easy. You can either park at the south end of the area at the Cypress Cove entr...
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  • Fairfax, California

    Lake Lagunitas

    4.0
    1.68 mi / 0 ft gain
    Located near Fairfax, California, this trail is relatively flat and provides peaceful views of the lake as you pass over small creeks and groves of redwoods. It's good for all skill levels and is accessible year-round. It's a great trail for families and beginner mountain bikers.It can be a littl...
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  • Stinson Beach, California

    Dipsea Trail to Steep Ravine Trail Loop from Stinson

    5.0
    5.99 mi / 1568 ft gain
    Dipsea Trail to Steep Ravine Trail Loop from Stinson is a loop trail that takes you by a waterfall located near Stinson Beach, California.
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  • Stinson Beach, California

    Matt Davis-Coastal Trail Loop

    4.7
    6 mi / 2231 ft gain
    This hike is an alternative to the famous Matt Davis to Steep Ravine Loop. The hike starts at Stinson Beach, just behind the fire Station. I recommend parking at the Beach parking lot. The Matt Davis trail is one of the best constructed trails I have ever seen. After 2.2 miles, turn left on the ...
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  • Woodside, California

    Meadow & Bear Gulch Loop

    5.0
    4.57 mi / 1089 ft gain
    Located in the iconic Silicon Valley town of Woodside, Wunderlich County Park offers a number of hiking trails as well as some horseback riding trails through the wilderness.  Once in the parking lot, you will see a number of stables, riding ring, as well as a beautiful historic stable that was ...
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  • Stanford, California

    Stanford Dish Loop

    4.4
    3.67 mi / 472 ft gain
    If you live in the Palo Alto area and are looking for a place to hike or run, The Dish is a close, and great way to get that exercise. Located right on the corner of Stanford Ave and Junipero Serra, you'll see that small gated entrance right when you drive on by. As far as parking goes, you're le...
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  • San Rafael, California

    Terra Linda Sleepy Hollow Ridge Trail

    5.0
    5.85 mi / 1089 ft gain
    This San Rafael neighborhood trail is quite popular, but there is plenty of room for everyone and the parking is easy. After you park at the trailhead, you walk (or bike) up a relatively short and steep path that takes you to the beginning of the trail.  This hike takes you along a scenic ridge ...
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